(2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid

Base Information

• Chemical Name: (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid
• CAS No.: 74481-57-5
• Molecular Formula: C₂₃H₂₁NO₂
• Molecular Weight: 343.425
• Mol file: 74481-57-5.mol

Synonyms:(2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid

Chemical Property of (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid

There total 9 articles about (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

benzyl (2S,3S)-3-methyl-1-trityl-aziridine-2-carboxylate (142941-66-0) → (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid (74481-57-5)

Guidance literature:

With Pd-BaSO₄; hydrogen; In tetrahydrofuran; at 23 ℃; for 1.16667h;

DOI:10.1021/ja050304r

Reference yield: 94.8%

methyl (2S,3S)-N-triphenylmethyl-3-methylaziridine-2-carboxylate (74481-56-4) → (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid (74481-57-5)

Guidance literature:

With methanol; lithium hydroxide; In acetonitrile; at 20 ℃; for 24h;

Reference yield:

(2S,3R)-3-Methanesulfonyloxy-2-(trityl-amino)-butyric acid benzyl ester → (2S,3S)-1-trityl-3-methyl-2-aziridinecarboxylic acid (74481-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / 1,2-dimethoxy-ethane / 85 °C

2: 99 percent / H₂ / Pd/BaSO₄ / tetrahydrofuran / 23 °C

With hydrogen; triethylamine; Pd-BaSO₄; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1055/s-2005-871972

upstream raw materials:

methyl (2S,3S)-N-triphenylmethyl-3-methylaziridine-2-carboxylate

benzyl (2S,3S)-3-methyl-1-trityl-aziridine-2-carboxylate

N-triphenylmethyl-(L)-threonine

N-trityl-L-threonine benzyl ester

Downstream raw materials:

(2S,3S)-3-Methyl-1-trityl-aziridine-2-carboxylic acid [((S)-1-benzylcarbamoyl-2-phenyl-ethylcarbamoyl)-methyl]-amide

(2S,3S)-methyl-1-(trityl)aziridine-2-carboxylic acid allyl ester

allyl 2-((S)-2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

(S)-methyl 2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanoate